반응 #77706

반응 방정식

water

14

METHYL 4,6-DIBROMO-3-HYDROXYPYRIDINE-2-CARBOXYLATE

sodium hydride

benzyl chloride

→

15

수율 90.6%

METHYL 4,6-DIBROMO-3-BENZYLOXYPYRIDINE-2-CARBOXYLATE

수율 90.6%

용매

DMF

반응 조건

후처리

1. 1
   workup.ADDITIONAfter the addition
2. 2
   온도The mixture was then heated at 90° C. for six hours
3. 3
   온도cooled
4. 4
   추출extracted with ether (2×200 mL)
5. 5
   세척washed with 2N NaOH (50 mL)
6. 6
   건조dried (MgSO4)
7. 7
   기타the solvent was evaporated

실험 절차

To a stirred mixture of sodium hydride (0.6 g) in DMF (50 mL) was slowly added 14 (7.1 g). After the addition was complete, the mixture was stirred at room temperature for 15 minutes, then benzyl chloride (3.05 g) was added all at once. The mixture was then heated at 90° C. for six hours, cooled, poured into water (500 mL) and extracted with ether (2×200 mL). The ether extracts were combined, washed with 2N NaOH (50 mL), dried (MgSO4) and the solvent was evaporated to give 15 as a light yellow solid (8.3 g). Recrystallization from a small volume of methanol gave an analytical sample, m.p. 75-76° C.

출처